Villa vacation rentals in Oceanside

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Top-rated villa rentals in Oceanside

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Top guest favorite
A gated villa is set against a hillside backdrop, featuring a blend of stone and stucco exteriors. A covered terrace with seating offers views of the surrounding landscape, while grapevines and trees add greenery. A vibrant sunset illuminates the sky, enhancing the serene ambiance.
Villa in Vista
5 out of 5 average rating, 69 reviews

Vineyard Retreat—Free Hot tub & EV Charger—Views!

Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

Guest favorite
An aerial view captures a lighted multi-sport court adjacent to a tropical pool surrounded by palm trees. The pool features a spa and shaded seating areas, inviting relaxation. The spacious home, characterized by a red tile roof, complements the lush outdoor landscape.
Villa in Fallbrook
4.97 out of 5 average rating, 59 reviews

The Villa Serena Luxury Home

A recreational paradise, this Spanish beauty resides on a private 1 acre parcel with countless outdoor amenities including tropical pool, sunken outdoor fireplace, pizza oven, vineyard, and a pickle ball/tennis/basketball lighted court. A serene location for families, relaxation, and small gatherings, this entire home includes a gourmet kitchen with Ilve stove, wood burning pizza oven, chilled wine storage, and well-equipped kitchen. Come, unwind, and enjoy beautiful views of scenic Fallbrook.

Guest favorite
The outdoor area features a heated pool and elevated spa surrounded by lush palm trees. An umbrella provides shade over cozy seating. A string of lights adds a warm glow, enhancing the inviting atmosphere of the space. Comfortable lounge chairs invite relaxation.
Villa in Oceanside
4.97 out of 5 average rating, 87 reviews

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

Guest favorite
A spacious outdoor area features a clear swimming pool surrounded by a patio. Lush palm trees and other greenery create a private atmosphere. A gazebo and dining seating area are visible, providing a relaxing space for gatherings and leisure.
Villa in Allied Gardens
4.91 out of 5 average rating, 104 reviews

6-bed Paradise Villa Pool, hot-tub massage chair

*EV charging available Welcome to Casa Cerro-my incredible chic high-tech modern villa in San Diego! This stylish place to stay is perfect for families and group trips. Its open and airy layout can accommodate up to 14 people. This completely remodeled home is furnished with all the luxuries of home and more that is powered by an iPad for you to use. I love technology. But don't worry you don't have to use it to power up the house, everything has traditional switches/remotes if you choose.

Guest favorite
An overview of the outdoor area shows a large SALT swimming pool with a tranquil blue hue and a spacious jacuzzi nearby. Loungers are placed on the pool deck. Surrounding greenery and landscaped features provide a calming contrast to the pool area.
Villa in El Cajon
4.96 out of 5 average rating, 147 reviews

@Fantastic villa, giant pool, guest house, golf !

This unique fantastic villa with a separate pool house sitting on 1 acre with a spacious living space with large windows. Main house has 4 bedrooms with 2 baths, and a guest house has 1 bedroom with 1 bath. +8 car parking, nice privacy and a fantastic view! Brand new giant size SALT pool with huge size jacuzzi, pool toys, golf zone, a huge grass event field, game field, pool table, foosball, ping pong, Nitendo,2 fire pits and more! Truly one-of-a-kind property don’t miss out! ToT:COSD-00749

Top guest favorite
Villa in Rancho Penasquitos
4.97 out of 5 average rating, 35 reviews

Massive Heated Pool! Jacuzzi Game Room Mt. View!

Kickback and enjoy this dreamy 6-bedroom, 4.5 bath getaway with mountain and sunset views!🤩 HUGE 50 feet long solar panel heated salt water pool!😎 No jacuzzi fees!😁 Spacious bedrooms, skylights and upstairs laundry. Perfect for family reunions, retreats, or any crew that loves traveling together. ✈️ FULL HOME ACCESS. Whether you're splashing in the oversized pool, or just chilling in the breezy living spaces, this home is built for fun, comfort, and unforgettable memories! 📸

Top guest favorite
A sparkling blue pool is surrounded by a spacious patio featuring lounge chairs and umbrellas. Two pink flamingo floaties rest in the water, complemented by palm trees and sunny skies. The area is designed for relaxation and enjoyment, with a small jacuzzi nearby.
Villa in Oceanside
4.96 out of 5 average rating, 112 reviews

Villa Descanso: your luxe retreat with pool

Are you seeking for your own private enclave only 15 minutes from Oceanside beach? “Villa Descanso” as featured on HGTV's "House Hunters" is a vacation destination in itself featuring high end luxury finishes, relaxing crystal clear pool and spa, ultra comfortable beds, large indoor and outdoor dining spaces fully equipped for the perfect getaway. Once you arrive you won't want to leave! But if you do, you are just 6.5 miles away from the beach! Book NOW! You're going to love it!

Top guest favorite
A concrete pathway leads to the entrance of the villa, bordered by lush landscaping featuring ornamental grasses and desert plants. The exterior is illuminated by soft lighting, highlighting the contemporary architecture against a vibrant twilight sky.
Villa in Fallbrook
4.99 out of 5 average rating, 67 reviews

Casa Nera | Movie Theater · Pool · Hot Tub · Sauna

Couples, Families, & Countryside Peace Seekers only, please. Casa Nera (“Black House” ~ Italiano) is truly a one-of-one. It is where contemporary mid-century inspired architecture, unparalleled design, stunning vistas, and the finest amenities converge. Overlooking a 5-acre avocado grove, Casa Nera presents a pool & spa, private cinema, outdoor cedar barrel sauna, and over 7,000 ft² of indoor/outdoor living, gaming, & playing. Brilliantly designed by SoCalSTR® | IG: @socalstr

Top guest favorite
An aerial view of the expansive villa is presented, revealing its terracotta roof and surrounding orchards. The clear pool area is visible, bordered by palm trees, with a circular driveway leading into the property. The landscape includes various green patches and dirt pathways.
Villa in Fallbrook
4.96 out of 5 average rating, 207 reviews

Via Viento Farms

Via Viento Farms is more than a destination; it's an escape from the ordinary. Whether you seek a weekend retreat or a Family vacation. Via Viento Farms welcomes you with open arms. Immerse yourself in the beauty of the orchards, indulge in the luxurious amenities, and let the spirit of the farm rejuvenate your senses. A 5 ensuite bedroom in an expansive 4000 sq foot Villa. Featuring an expansive pool, a Swedish sauna, and an 8-person hot tub, and Private Pickle Ball court

Top guest favorite
The property displays a charming two-story building with arched balconies and a red-tiled roof. A spacious patio features vibrant outdoor furniture, including a large umbrella, providing shaded seating. The modern garage blends seamlessly with the structure, further enhancing the property's appeal.
Villa in Pacific Beach
4.93 out of 5 average rating, 153 reviews

The Crown Jewel Villa with AC!Bikes,Kayak and SUP!

Escape to the peaceful and coveted beach community of Crown Point in San Diego! This highly sought after neighborhood boasts mostly permanent residents, creating a serene and tranquil environment for our guests. Right across the street from the home, you can find Ski Beach and Park, a favorite spot for families and kids. Explore the variety of local eateries and coffee shops, or take a short walk to popular Sail Bay and the ocean.

Top guest favorite
An open-concept living space features a modern kitchen with white cabinetry, a large island, and pendant lighting. A comfortable seating area is arranged with a sectional couch, wicker tables, and decorative accents. Sliding glass doors lead to an outdoor view, enhancing the bright atmosphere.
Villa in Encinitas
4.99 out of 5 average rating, 101 reviews

Bright Ocean View Luxury Getaway

Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

Guest favorite
A charming villa exterior is surrounded by lush tropical foliage. A wooden deck features a seating area with cozy chairs and a table. The front door is framed by large windows, allowing natural light into the interior. Tropical plants enhance the vibrant outdoor setting.
Villa in Vista
4.84 out of 5 average rating, 31 reviews

Charming tropical villa 10 min away from the beach

Quiet villa at the end of a private street. 2 bedrooms in the with a king and a queen bed. Open floor living room and dining area with 360 degrees views of the yards. Large backyard with a deck for dining and lounging in the sun. 5 min walk to health market, groceries and various restaurants. 10 min drive to the beach and the backcountry hills, lake and mountain

Popular amenities for Oceanside villa rentals

When is the best time to visit Oceanside?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$81,794 GYDG$77,215 GYDG$81,170 GYDG$86,165 GYDG$92,200 GYDG$121,338 GYDG$161,507 GYDG$120,922 GYDG$87,622 GYDG$93,657 GYDG$102,399 GYDG$100,734 GYD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Quick stats about villa rentals in Oceanside

  • Total vacation rentals

    Explore 20 vacation rentals in Oceanside

  • Nightly prices starting at

    Oceanside vacation rentals start at G$8,325 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,560 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oceanside vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oceanside rentals

  • 4.9 Average rating

    Oceanside stays are highly rated by guests—averaging 4.9 out of 5!

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